The Challenge: Uncategorized Expense Entries

Uncategorized or vaguely coded expenses are a silent tax on your finance function. Employees submit credit card statements, travel receipts, and invoices with missing or generic categories like “Misc” or “Other”, leaving controllers and accountants to decipher descriptions and PDFs one by one. The result is slow month-end closing, inconsistent coding between teams and entities, and unreliable cost center or project views when management needs them most.

Traditional approaches rely on manual review, static expense policies, and basic rules in ERP or T&E systems. These rules quickly break down when merchants change descriptors, employees use different terms for the same thing, or new subscription and SaaS services appear. Shared mailboxes, spreadsheets, and manual journal adjustments might work for a small volume, but they do not scale across thousands of transactions per month or multiple legal entities.

The business impact is significant: misposted costs distort profitability by cost center, project, and customer. Controllers lose days each month chasing down unclear transactions instead of analyzing drivers of spend. Budget owners see outdated or incomplete reports and react too late to rein in travel, procurement, and software subscriptions. In the worst case, inconsistent coding weakens audit trails, increases the risk of policy violations or fraud going unnoticed, and undermines trust in your financial data.

The good news is that this problem is highly solvable with modern AI. By combining your historical postings with a tool like Claude that can read both transaction data and backing documents, you can turn uncategorized entries into clean, consistent, and auditable expense data. At Reruption, we’ve seen how AI-first approaches can replace fragile manual processes, and below we’ll walk through concrete ways to use Claude to regain control over expense categorization.

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Our Assessment

A strategic assessment of the challenge and high-level tips how to tackle it.

From Reruption’s perspective, using Claude to fix uncategorized expense entries is one of the most pragmatic starting points for AI in finance. You already have labeled historical data, clear policies, and a repetitive, text-heavy process that drains time from your team. With our hands-on experience building AI-powered document analysis and classification workflows, we’ve seen that combining Claude’s long-context understanding with targeted finance logic can quickly transform noisy expense data into reliable, real-time insight.

Treat Expense Categorization as a Data Quality Product, Not a One-Off Fix

Many finance teams approach uncategorized expenses as a “month-end clean-up task” instead of a product to design and continuously improve. To get value from Claude for expense classification, you need to think of your expense data as a product with clear owners, quality standards, and feedback loops. That means defining what “good” looks like: target classification accuracy, response time, and acceptable exception rates for manual review.

Strategically, this shifts the conversation from “Can AI tag some expenses?” to “How do we build a system that keeps our expense data clean at all times?” In practice, that involves product-like decisions: which data sources to include (card feeds, T&E, AP), how often to run classification, and how to surface AI outputs back into ERP or BI tools. When finance, IT, and controlling co-own this “data product”, you can iterate quickly on prompts, rules, and workflows instead of treating AI as a black box.

Start with High-Impact Categories and Clear Policies

Not all expense categories are equal. Strategically, you get the fastest ROI from Claude by focusing on areas where spend visibility and policy compliance matter most: travel and entertainment, software subscriptions, marketing, and specific project or customer-related costs. These usually have higher spend, more potential for leakage, and clearer rules that AI can learn.

Before you build anything, pressure-test your existing policies. If your travel policy is vague or cost center assignment rules are unclear, Claude will simply reflect that ambiguity. Use this as a trigger to refine category definitions, cost center mapping rules, and thresholds for approvals. A clear policy framework lets Claude learn consistent patterns, reduces edge cases, and makes the system easier for auditors and controllers to trust.

Design a Human-in-the-Loop Workflow from Day One

AI in finance should be assistive, not autonomous, especially for classification that affects financial statements. Strategically, you want Claude to handle the bulk of straightforward expenses while your finance team focuses on exceptions, policy conflicts, and potential fraud. This requires a designed human-in-the-loop workflow with clear escalation rules, not ad-hoc spot checks.

Define confidence thresholds up front: for example, classifications above 95% confidence and under a certain amount can be auto-posted, while anything below that or above a risk threshold routes to a reviewer. This protects data quality, builds trust with controllers, and creates training data: every human correction becomes a learning signal to refine prompts, rules, or models.

Align Stakeholders on Governance, Risk, and Compliance Early

For many CFOs, the biggest barrier to using AI in expense control isn’t technology, it’s governance. Risk, compliance, and internal audit need confidence that the system will not obscure who made which decision and why. Strategically, you should involve these stakeholders at design stage, not after deployment.

Clarify questions like: What documentation do we need for auditors? How do we log Claude’s suggestions, user overrides, and final postings? What are the approval rules for changing classification logic? By designing auditability and data lineage into your AI workflow, you avoid downstream resistance and unlock faster adoption. This is where Reruption’s focus on security, compliance, and AI-first architecture becomes particularly valuable.

Prepare Your Team for New Roles and Skills

When Claude takes over the repetitive part of expense categorization, your finance team’s work shifts from “doing” to “supervising and improving” the system. Strategically, you should anticipate this and invest in the skills to manage AI-driven processes: prompt design, reviewing AI outputs, defining heuristics, and interpreting classification metrics.

Controllers and accountants don’t need to become data scientists, but they do need a working understanding of how AI expense classification behaves, where it can fail, and how to provide structured feedback. Set expectations clearly: the goal is not to replace the team, but to let them move from low-value categorization work to higher-value analysis, forecasting, and scenario modeling.

Using Claude to clean up uncategorized expense entries is one of the most direct ways finance teams can turn messy data into reliable, real-time spend visibility. When you treat it as a data product, embed human-in-the-loop controls, and align governance from the start, you get both faster closing and stronger audit readiness. Reruption’s engineers and finance-focused consultants can help you scope, prototype, and harden such a solution quickly; if you’re exploring this use case, our AI PoC is a pragmatic way to test it on your own expense data before scaling further.

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Real-World Case Studies

From Healthcare to Payments: Learn how companies successfully use Claude.

Stanford Health Care

Healthcare

Stanford Health Care, a leading academic medical center, faced escalating clinician burnout from overwhelming administrative tasks, including drafting patient correspondence and managing inboxes overloaded with messages. With vast EHR data volumes, extracting insights for precision medicine and real-time patient monitoring was manual and time-intensive, delaying care and increasing error risks. Traditional workflows struggled with predictive analytics for events like sepsis or falls, and computer vision for imaging analysis, amid growing patient volumes. Clinicians spent excessive time on routine communications, such as lab result notifications, hindering focus on complex diagnostics. The need for scalable, unbiased AI algorithms was critical to leverage extensive datasets for better outcomes.

Lösung

Partnering with Microsoft, Stanford became one of the first healthcare systems to pilot Azure OpenAI Service within Epic EHR, enabling generative AI for drafting patient messages and natural language queries on clinical data. This integration used GPT-4 to automate correspondence, reducing manual effort. Complementing this, the Healthcare AI Applied Research Team deployed machine learning for predictive analytics (e.g., sepsis, falls prediction) and explored computer vision in imaging projects. Tools like ChatEHR allow conversational access to patient records, accelerating chart reviews. Phased pilots addressed data privacy and bias, ensuring explainable AI for clinicians.

Ergebnisse

  • 50% reduction in time for drafting patient correspondence
  • 30% decrease in clinician inbox burden from AI message routing
  • 91% accuracy in predictive models for inpatient adverse events
  • 20% faster lab result communication to patients
  • Improved autoimmune detection by 1 year prior to diagnosis
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Rolls-Royce Holdings

Aerospace

Jet engines are highly complex, operating under extreme conditions with millions of components subject to wear. Airlines faced unexpected failures leading to costly groundings, with unplanned maintenance causing millions in daily losses per aircraft. Traditional scheduled maintenance was inefficient, often resulting in over-maintenance or missed issues, exacerbating downtime and fuel inefficiency. Rolls-Royce needed to predict failures proactively amid vast data from thousands of engines in flight. Challenges included integrating real-time IoT sensor data (hundreds per engine), handling terabytes of telemetry, and ensuring accuracy in predictions to avoid false alarms that could disrupt operations. The aerospace industry's stringent safety regulations added pressure to deliver reliable AI without compromising performance.

Lösung

Rolls-Royce developed the IntelligentEngine platform, combining digital twins—virtual replicas of physical engines—with machine learning models. Sensors stream live data to cloud-based systems, where ML algorithms analyze patterns to predict wear, anomalies, and optimal maintenance windows. Digital twins enable simulation of engine behavior pre- and post-flight, optimizing designs and schedules. Partnerships with Microsoft Azure IoT and Siemens enhanced data processing and VR modeling, scaling AI across Trent series engines like Trent 7000 and 1000. Ethical AI frameworks ensure data security and bias-free predictions.

Ergebnisse

  • 48% increase in time on wing before first removal
  • Doubled Trent 7000 engine time on wing
  • Reduced unplanned downtime by up to 30%
  • Improved fuel efficiency by 1-2% via optimized ops
  • Cut maintenance costs by 20-25% for operators
  • Processed terabytes of real-time data from 1000s of engines
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NVIDIA

Manufacturing

In semiconductor manufacturing, chip floorplanning—the task of arranging macros and circuitry on a die—is notoriously complex and NP-hard. Even expert engineers spend months iteratively refining layouts to balance power, performance, and area (PPA), navigating trade-offs like wirelength minimization, density constraints, and routability. Traditional tools struggle with the explosive combinatorial search space, especially for modern chips with millions of cells and hundreds of macros, leading to suboptimal designs and delayed time-to-market. NVIDIA faced this acutely while designing high-performance GPUs, where poor floorplans amplify power consumption and hinder AI accelerator efficiency. Manual processes limited scalability for 2.7 million cell designs with 320 macros, risking bottlenecks in their accelerated computing roadmap. Overcoming human-intensive trial-and-error was critical to sustain leadership in AI chips.

Lösung

NVIDIA deployed deep reinforcement learning (DRL) to model floorplanning as a sequential decision process: an agent places macros one-by-one, learning optimal policies via trial and error. Graph neural networks (GNNs) encode the chip as a graph, capturing spatial relationships and predicting placement impacts. The agent uses a policy network trained on benchmarks like MCNC and GSRC, with rewards penalizing half-perimeter wirelength (HPWL), congestion, and overlap. Proximal Policy Optimization (PPO) enables efficient exploration, transferable across designs. This AI-driven approach automates what humans do manually but explores vastly more configurations.

Ergebnisse

  • Design Time: 3 hours for 2.7M cells vs. months manually
  • Chip Scale: 2.7 million cells, 320 macros optimized
  • PPA Improvement: Superior or comparable to human designs
  • Training Efficiency: Under 6 hours total for production layouts
  • Benchmark Success: Outperforms on MCNC/GSRC suites
  • Speedup: 10-30% faster circuits in related RL designs
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AT&T

Telecommunications

As a leading telecom operator, AT&T manages one of the world's largest and most complex networks, spanning millions of cell sites, fiber optics, and 5G infrastructure. The primary challenges included inefficient network planning and optimization, such as determining optimal cell site placement and spectrum acquisition amid exploding data demands from 5G rollout and IoT growth. Traditional methods relied on manual analysis, leading to suboptimal resource allocation and higher capital expenditures. Additionally, reactive network maintenance caused frequent outages, with anomaly detection lagging behind real-time needs. Detecting and fixing issues proactively was critical to minimize downtime, but vast data volumes from network sensors overwhelmed legacy systems. This resulted in increased operational costs, customer dissatisfaction, and delayed 5G deployment. AT&T needed scalable AI to predict failures, automate healing, and forecast demand accurately.

Lösung

AT&T integrated machine learning and predictive analytics through its AT&T Labs, developing models for network design including spectrum refarming and cell site optimization. AI algorithms analyze geospatial data, traffic patterns, and historical performance to recommend ideal tower locations, reducing build costs. For operations, anomaly detection and self-healing systems use predictive models on NFV (Network Function Virtualization) to forecast failures and automate fixes, like rerouting traffic. Causal AI extends beyond correlations for root-cause analysis in churn and network issues. Implementation involved edge-to-edge intelligence, deploying AI across 100,000+ engineers' workflows.

Ergebnisse

  • Billions of dollars saved in network optimization costs
  • 20-30% improvement in network utilization and efficiency
  • Significant reduction in truck rolls and manual interventions
  • Proactive detection of anomalies preventing major outages
  • Optimized cell site placement reducing CapEx by millions
  • Enhanced 5G forecasting accuracy by up to 40%
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Mayo Clinic

Healthcare

As a leading academic medical center, Mayo Clinic manages millions of patient records annually, but early detection of heart failure remains elusive. Traditional echocardiography detects low left ventricular ejection fraction (LVEF <50%) only when symptomatic, missing asymptomatic cases that account for up to 50% of heart failure risks. Clinicians struggle with vast unstructured data, slowing retrieval of patient-specific insights and delaying decisions in high-stakes cardiology. Additionally, workforce shortages and rising costs exacerbate challenges, with cardiovascular diseases causing 17.9M deaths yearly globally. Manual ECG interpretation misses subtle patterns predictive of low EF, and sifting through electronic health records (EHRs) takes hours, hindering personalized medicine. Mayo needed scalable AI to transform reactive care into proactive prediction.

Lösung

Mayo Clinic deployed a deep learning ECG algorithm trained on over 1 million ECGs, identifying low LVEF from routine 10-second traces with high accuracy. This ML model extracts features invisible to humans, validated internally and externally. In parallel, a generative AI search tool via Google Cloud partnership accelerates EHR queries. Launched in 2023, it uses large language models (LLMs) for natural language searches, surfacing clinical insights instantly. Integrated into Mayo Clinic Platform, it supports 200+ AI initiatives. These solutions overcome data silos through federated learning and secure cloud infrastructure.

Ergebnisse

  • ECG AI AUC: 0.93 (internal), 0.92 (external validation)
  • Low EF detection sensitivity: 82% at 90% specificity
  • Asymptomatic low EF identified: 1.5% prevalence in screened population
  • GenAI search speed: 40% reduction in query time for clinicians
  • Model trained on: 1.1M ECGs from 44K patients
  • Deployment reach: Integrated in Mayo cardiology workflows since 2021
Read case study →

Best Practices

Successful implementations follow proven patterns. Have a look at our tactical advice to get started.

Centralize Expense Data and Context for Claude

Claude delivers the best results when it sees the full picture of each expense: transaction data, descriptions, merchant information, receipts, and invoices. As a first step, work with IT to centralize inputs from your card provider, T&E tool, and AP system into a single pipeline or staging database that Claude can access. Include fields like GL account, cost center, project, vendor, and previous category assignments.

For long-context models, you can bundle multiple receipts or invoice PDFs into one request, letting Claude cross-reference descriptions against your chart of accounts and cost center hierarchies. This enables rules like “assign Uber rides to project cost centers if the description mentions the project code” that would be cumbersome to encode manually. Even if you start with file-based batches, make sure each transaction is enriched with as much structured data as possible before sending it to Claude.

Design a Robust Classification Prompt with Clear Instructions

Prompt design is crucial for consistent, auditable classification. Your prompt should explain your chart of accounts, cost center logic, and policy rules in concise but precise terms, then ask Claude to return a structured JSON output. Here’s a simplified example you can adapt:

System / Instruction to Claude:
You are an AI assistant helping a finance team classify business expenses.

Goals:
- Assign each expense to the correct GL account and cost center.
- Flag potential policy violations or suspicious transactions.

Use this chart of accounts (examples):
- 6100: Travel - Flights
- 6110: Travel - Hotels
- 6120: Travel - Ground Transport
- 6300: Software Subscriptions
- 6400: Marketing & Events
- 6999: Miscellaneous (use only if nothing else fits)

Rules:
- Prefer specific GL codes over Miscellaneous.
- If merchant or description indicates a known SaaS tool, use 6300.
- If a project code (e.g., PRJ-1234) appears, assign that cost center.
- Flag as "policy_violation": true if description suggests personal spend.

Return JSON only in this format:
{
  "gl_account": "<code>",
  "cost_center": "<id or null>",
  "confidence": <0-1>,
  "policy_violation": true/false,
  "notes": "<short rationale>"
}

Now classify this expense:
Merchant: <MERCHANT>
Amount: <AMOUNT>
Date: <DATE>
Description: <DESCRIPTION>
Receipt text: <EXTRACTED_TEXT_FROM_RECEIPT>

Iterate on this prompt with real data until Claude reliably picks your preferred categories and flags edge cases correctly. Small clarifications (for example, which keywords indicate software vs. marketing spend) can materially improve classification quality.

Implement Confidence Thresholds and Review Queues

To safely automate expense classification with Claude, you need a mechanism to distinguish between “safe to auto-post” and “requires review”. Use the confidence score returned by Claude, combined with transaction attributes, to route items accordingly. For example, you might auto-accept expenses under €200 with confidence > 0.97, while any transaction higher than €2,000 or with confidence < 0.9 goes to a human reviewer.

In your workflow tool (ERP, T&E, or a custom app), create distinct queues such as “AI Approved”, “AI Low Confidence”, and “AI Policy Alerts”. Reviewers should see Claude’s proposed category, confidence, and rationale so they can quickly accept or correct. Every override can be logged and periodically sampled as training data to refine prompts, additional rules, or even fine-tuned models in the future.

Use Claude to Normalize Merchant and Description Data

One root cause of uncategorized expenses is messy free-text: different spellings, abbreviations, or cryptic merchant names from card schemes. Claude is very effective at normalizing merchant and description text before classification, which improves consistency across your finance systems.

Introduce a pre-processing step where Claude maps raw strings to standardized values. For example:

Instruction to Claude:
You are cleaning expense transaction data for a finance system.
For each input, return:
{
  "normalized_merchant": "standardized merchant name",
  "normalized_purpose": "short, clear purpose of the spend",
  "tags": ["travel", "software", "subscription", ...]
}

Input:
Merchant: UBER *TRIP HELP.UBER.COM
Description: Ride from office to client PRJ-4589

Expected output:
{
  "normalized_merchant": "Uber",
  "normalized_purpose": "Taxi ride from office to client site",
  "tags": ["travel", "ground_transport", "client_meeting"]
}

You can then base your classification rules on normalized merchants and purposes, dramatically reducing the number of edge cases and improving reporting consistency.

Automate Policy Checks and Annotation for Audits

Beyond categorization, Claude can evaluate each expense against your travel and expense policies and pre-annotate transactions for audit readiness. Feed your policy text (limits, allowed categories, required justifications) into the prompt and ask Claude to flag potential violations or missing documentation.

For example, require Claude to output fields like "policy_flag", "reason", and "missing_docs". A sample configuration might look like:

Instruction to Claude:
Given the company travel policy and the expense details, assess compliance.
Return:
{
  "policy_flag": "none" | "limit_exceeded" | "personal_suspected" | "missing_receipt",
  "reason": "<short explanation>",
  "required_action": "ok" | "request_justification" | "deny_reimbursement"
}

These annotations can be stored alongside each posting, giving auditors a clear trace of what was checked, why something was flagged, and how it was resolved. Over time, you’ll see fewer ad-hoc email chains and more structured, searchable evidence.

Instrument KPIs and Run a Controlled Pilot

Before rolling out AI-driven categorization to all entities, run a pilot on a subset of transactions (for example, one business unit’s travel and software spend). Define clear KPIs such as classification accuracy vs. current baseline, reduction in manual touch time, time saved at month-end close, and policy violation detection rate.

During the pilot, sample a percentage of “AI Approved” transactions for manual quality checks and compare them with a control group processed using your old method. Adjust prompts and thresholds until you consistently hit agreed targets (e.g. > 96% accuracy and > 40% reduction in manual review time). Once validated, you can expand coverage to more categories and entities with realistic expectations on performance.

Implemented carefully, these practices typically lead to tangible results: finance teams often see a 30–60% reduction in manual expense review effort, closing times shortened by 1–3 days for affected entities, and a noticeable improvement in policy adherence and audit readiness. The exact metrics will depend on your baseline and data quality, but with a structured rollout, Claude can turn uncategorized expenses from a recurring headache into a controlled, largely automated process.

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Frequently Asked Questions

Claude reads the available data for each transaction — merchant name, amount, date, free-text description, and, if available, the receipt or invoice. Using a prompt tailored to your chart of accounts, cost centers, and expense policies, it proposes a GL account, cost center, and optional policy flags (for example, potential personal spend or missing documentation).

Technically, Claude converts your rules and historical examples into a pattern it can apply to new entries. You can have it return a structured JSON output with category, confidence score, and rationale, which your ERP or T&E system then uses either to auto-post low-risk items or route higher-risk items to a human reviewer.

You don’t need a large data science team to get started. The key ingredients are:

  • A finance owner (controller or head of accounting) who defines category rules, policies, and success metrics.
  • An IT/engineering contact who can connect Claude to your expense, card, and ERP systems or at least export/import batch files.
  • Someone comfortable iterating prompts and reviewing Claude’s outputs — this can be a power user in finance with light support from an AI engineer.

Reruption typically complements your team with the missing pieces: we bring the AI engineering, prompt design, and workflow automation expertise so your finance team can focus on validating results and refining business rules rather than building infrastructure from scratch.

Timelines depend on your system landscape and data readiness, but for a focused scope (e.g. travel and card expenses for one entity), you can usually see proof-of-value within a few weeks. In a typical setup:

  • Week 1: Scope definition, data access, and initial prompt design based on your chart of accounts and policies.
  • Weeks 2–3: Pilot on historical transactions, accuracy measurement, prompt and workflow refinement.
  • Weeks 4–6: Live pilot on current expenses with human-in-the-loop review and KPI tracking.

By the end of an initial 4–6 week period, most finance teams can quantify reductions in manual review time and improvements in categorization consistency, and decide whether to scale across more categories or entities.

The ROI comes from three main areas: reduced manual effort, faster and cleaner closing, and better spend control. For mid-sized and larger organizations processing thousands of expenses per month, it’s common to free up the equivalent of 0.5–2 FTE worth of manual categorization and chasing unclear entries. That time can be redirected to analysis, forecasting, and strategic projects.

On top of that, more accurate and timely categorization improves cost center and project reporting, which helps budget owners identify savings opportunities in travel, procurement, and subscriptions. While exact numbers depend on your baseline, many teams can justify the investment purely on labor and closing efficiency; the upside from better spend decisions is additional leverage rather than the only value driver.

Reruption works as a Co-Preneur — we embed with your team and build real solutions, not slide decks. For this specific use case, we typically start with our AI PoC offering (9,900€), where we:

  • Define the expense control use case and success metrics with your finance team.
  • Assess data sources (card feeds, T&E, ERP) and design the architecture for Claude-based classification.
  • Build a working prototype that classifies your own uncategorized expenses, including prompts, workflows, and basic dashboards.
  • Measure accuracy, speed, and cost per run, and outline a production rollout plan.

From there, we can stay on to harden the solution, integrate it with your existing tools, and help your finance team adopt new, AI-first ways of working. Because we operate in your P&L and move with high velocity, you get a tangible, tested system for AI-driven expense control in weeks, not months.

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